I want to come back to trying to answer your original question which appears to be "What is the deeper reason?"
Crossdressing is about power. It's identification with feminine power and the desire to have it. It's about loving femininity to the point of wanting wear it. It's because one side of our genes is entirely feminine. We already know what it means to be a woman because we are half female. The female sex is the one without the actual genetic knowledge of what Y is. Yes, they can be like men but there's no stigma because they were never tasked with being in the middle. We are exhausted by having to ride the center. It's also about exploring the edges. The taboo nature of it energizes it and makes it appear as an addiction to some. Mainstream people admire balance in males and think that balance is the key to maleness. We are revolutionaries; we value exploring at extremes. We are the opposite of the competition body builder exuding masculinity. Our bodies are the canvases for our art; we paint with clothes.
How's that for a manifesto?